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1-Cyclohexenylboronic acid → Acetic acid 3-acetoxy-2-(4-amino-3-cyclohex-1-enyl-phenyl)-propyl ester

HRID 447986
Notes
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Reaction equation

HRID 447986 reaction equation
[C:1]([O:4][CH2:5][CH:6]([C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[C:14](Br)[CH:13]=1)[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2].[C:20]1(B(O)O)[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=1>>[C:1]([O:4][CH2:5][CH:6]([C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([C:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=2)[CH:13]=1)[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 38629021-Cyclohexenylboronic acidHCID 67187511Acetic acid 3-acetoxy-2-(4-amino-3-bromo-phenyl)-propyl ester

Product 1

HCID 59771138Acetic acid 3-acetoxy-2-(4-amino-3-cyclohex-1-enyl-phenyl)-propyl ester

Procedure

The title compound was prepared according to the Suzuki coupling procedure of Example 9, step (a) using acetic acid 3-acetoxy-2-(4-amino-3-bromo-phenyl)-propyl ester (as prepared above) and cyclohex-1-enyl boronic acid: Mass spectrum, (ESI, m/z): Calcd. for C19H25NO4, 332.1 (M+H), found 332.1.

Sources & evidence

ORD record
ord-2549da8b580244b5820ffadfcfb3e6d5
Source dataset
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08481564B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes